Upper Matecumbe Key Travel Guide
Tourist Guide
Visit Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is £277 per night from 21 May to 22 May
£277
21 May - 22 May
includes taxes & fees
Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (1,320 reviews)
.
Reviewed on 3 May 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is £189 per night from 28 May to 29 May
£189
28 May - 29 May
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,710 reviews)
Great breakfast and very friendly staff
Reviewed on 3 May 2026
Islander Resort
82100 Overseas Highway Islamorada FL
The price is £198 per night from 17 May to 18 May
£198
17 May - 18 May
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,001 reviews)
Wonderful resort. Immaculate grounds. Just a very happy place.
Reviewed on 30 Apr 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (669 reviews)
Room, staff,kitchen, laundry, pool, beach everything excellent
Reviewed on 3 May 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...
9.6/10 Exceptional! (75 reviews)
The "suite" was a single room with a king and pullout sofa, there was no separation. So if you are traveling with children be aware that this is the same as a double queen at any other hotel room.
Reviewed on 30 Apr 2026
Oceanfront Private Cottage!
Islamorada FL
Stay at this cottage in Islamorada. Enjoy free Wi-Fi, patios and cable/satellite TV service. Popular attractions History of Diving Museum and Islamorada Brewery ...
10/10 Exceptional! (114 reviews)
My husband and I really enjoyed our stay. The cottage was very clean and had all the amenities we needed for the perfect week! We were so thankful the owner provided a bunch of bumpers due to the heavy winds in order for our boat to be protected. The location of the cottage was perfect. We were able ...
Reviewed on 15 Apr 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Check Upper Matecumbe Key hotel availability
Popular places to visit
Bud n' Mary's Dive Center
4.5/5(3 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
History of Diving Museum
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
Hurricane Monument
3/5(2 reviews)
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Matecumbe United Methodist Church
After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
Explore a world of travel with Expedia
- 4 Star Hotels in Islamorada
- 5 Star Hotels in Islamorada
- Hotels near Bud n' Mary's Dive Center
- Hotels near Florida Keys Brewing Co.
- Apartments in Islamorada
- B&B in Islamorada
- Adults Only Resorts & in Islamorada
- Aimbridge Hospitality Hotels in Islamorada
- Beach Resorts & in Islamorada
- Boutique Hotels in Islamorada
- Cheap Hotels in Islamorada
- Family-Friendly Hotels in Islamorada
- Gay-Friendly Hotels in Islamorada
- Golf Hotels in Islamorada
- Hilton Hotels in Islamorada
- Hotels Suites in Islamorada
- Hotels with a Bar in Islamorada
- Hotels with a View in Islamorada
- Hotels with Connecting Rooms in Islamorada
- Hotels with Early Check-in in Islamorada
- Hotels with Gym in Islamorada
- Hotels with Laundry Service in Islamorada
- Hotels with Hot Tubs in Islamorada
- Luxury Hotels in Islamorada
- Pet-Friendly Hotels in Islamorada
- Romantic Hotels in Islamorada
- Spa Hotels in Islamorada
- Hotels with Waterpark in Islamorada
- Wedding Hotels in Islamorada
- Yoga Hotels in Islamorada
- Islamorada Hotels
- Houseboats in Islamorada
- Motels in Islamorada
- Holiday Homes in Islamorada
- Villas in Islamorada
- Resorts in Lignumvitae Key Botanical State Park
- Lignumvitae Key Botanical State Park Hotels
- Holiday Homes in Lignumvitae Key Botanical State Park
- Apartments in Lower Matecumbe Key
- Condo Rentals in Lower Matecumbe Key
- Cottages in Lower Matecumbe Key
- Inns in Lower Matecumbe Key
- Matecumbe Hotels
- Riverside Hotels in Plantation Key
- Plantation Key Hotels
- Gay-Friendly Hotels in Seabreeze Trailer Park
- Venetian Shores Hotels
- Windley Key Hotels
- Visit Bahia Honda Key
- Visit Eden Pines
- Visit Big Pine Key
- Visit Big Torch Key
- Visit Cutler Bay
- Visit Duck Key
- Visit Elliott Key
- Visit Flamingo
- Visit Florida City
- Florida Keys Brewing Co.
- Visit Homestead
- Islamorada Holidays
- Visit Islamorada
- Visit Key Colony Beach
- Visit Anglers Park
- Visit Key Largo
- Visit Layton
- Visit Lignumvitae Key Botanical State Park
- Visit Little Torch Key
- Visit Long Key
- Visit Little Venice
- Visit Marathon
- Visit Kendall
- Visit Palmetto Bay
- Visit North Key Largo
- Visit Plantation Key
- Visit Princeton
- Visit Ramrod Key
- Visit Rock Harbor
- Visit Summerland Key
- Visit Tavernier
- Visit Tingler Island
- All inclusive Holiday Packages Lignumvitae Key Botanical State Park
- Ace Rental Cars in Windley Key
- Avis Rental Cars in Plantation Key
- Car hire Islamorada
- Discount Car Rentals Rental Cars in Lower Matecumbe Key
- Drive-A-Matic Rental Cars in Windley Key
- Goldcar Key’n Go Rental Cars in Windley Key
- Localiza Argentina Rental Cars in Windley Key
- Megadrive Rental Cars in Lower Matecumbe Key
- Record Rent A Car Rental Cars in Lower Matecumbe Key
- Rent A Wreck Rental Cars in Plantation Key
- Sixt Rental Cars in Plantation Key
- U-Save Rental Cars in Lower Matecumbe Key
